IL39613A - Process for the preparation of 7alpha beta-alkyl-4-(3'-3'-dialkoxybutyl)-5,6,7,7alpha-tetrahydroindane-1,5-diones - Google Patents
Process for the preparation of 7alpha beta-alkyl-4-(3'-3'-dialkoxybutyl)-5,6,7,7alpha-tetrahydroindane-1,5-dionesInfo
- Publication number
- IL39613A IL39613A IL39613A IL3961372A IL39613A IL 39613 A IL39613 A IL 39613A IL 39613 A IL39613 A IL 39613A IL 3961372 A IL3961372 A IL 3961372A IL 39613 A IL39613 A IL 39613A
- Authority
- IL
- Israel
- Prior art keywords
- 7alpha
- add
- alkyl
- preparation
- ketallzatlon
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 9
- 150000001875 compounds Chemical class 0.000 claims abstract 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract 3
- 239000003054 catalyst Substances 0.000 claims abstract 3
- 230000002378 acidificating effect Effects 0.000 claims abstract 2
- 239000011230 binding agent Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 238000005907 ketalization reaction Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
- Pyrane Compounds (AREA)
Abstract
1396561 Bicycloalkane ketones SCHERING AG 12 June 1972 [11 June 1971] 27259/72 Heading C2C Novel compounds of the formula including their optical antipodes and racemates (wherein R 1 , R 2 and R 3 are each C 1-4 alkyl and n is 1 or 2) are prepared by ketalization of the corresponding triones with an appropriate alkanol R 3 OH, preferably in the presence of an acidic catalyst. The starting materials are prepared as follows Conversion of the chloro compounds to the triones is effected with concentrated H 2 SO 4 . The novel compounds have use in the preparation of cycloalkabenzopyran derivatives (see Specification 1,396,562).
[GB1396561A]
Claims (8)
1. A process for the manufacture of a compound of the general formula I 1n which R-j, R2 and R3 each represents a lower alkyl group, wherein a compound of the general formula II 1n which and have the meanings given above, 1s ketal zed with a lower alcohol .
2. A process as claimed In claim 1, wherein the ketallzatlon s carried out 1n the presence of an addle catalyst.
3. A process as claimed 1n claim 2, wherein the acidic catalyst 1s a mineral add, a Lewis add, a sul phonic add or a phenol.
4. A process as claimed In any one of claims 1 to 3, wherein the ketallzatlon 1s carried out 1n the presence of a water-binding agent.
5. A process as claimed In claim 4, wherein the water-binding agent 1s an orthoformlc add trial kyl ester.
6. A process as claimed in any one of claims 1 to 5, wherein the ketallzatlon is carried out at a temperature within the range of from -20° to +80°C,
7. A process as claimed 1n claim 6, conducted substantially as described In any one of Examples 1 to 4 herein.
8. A compound of the general formula I In which Rj, 2 and Rg each represents a lower alkyl group, whenever prepared by the process of claim 1. For the Applicants Wolff, Bregman and Goiler
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712130052 DE2130052A1 (en) | 1971-06-11 | 1971-06-11 | NEW BICYCLOALCANDERIVATE |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL39613A0 IL39613A0 (en) | 1972-08-30 |
| IL39613A true IL39613A (en) | 1976-02-29 |
Family
ID=5811006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL39613A IL39613A (en) | 1971-06-11 | 1972-06-06 | Process for the preparation of 7alpha beta-alkyl-4-(3'-3'-dialkoxybutyl)-5,6,7,7alpha-tetrahydroindane-1,5-diones |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US3839453A (en) |
| AT (1) | AT315162B (en) |
| AU (1) | AU466357B2 (en) |
| BE (1) | BE784662A (en) |
| CA (1) | CA966501A (en) |
| CH (1) | CH571469A5 (en) |
| CS (1) | CS169829B2 (en) |
| DD (1) | DD96230A5 (en) |
| DE (1) | DE2130052A1 (en) |
| DK (1) | DK140253C (en) |
| ES (1) | ES403328A1 (en) |
| FR (1) | FR2140676B1 (en) |
| GB (1) | GB1396561A (en) |
| HU (1) | HU164150B (en) |
| IE (1) | IE36482B1 (en) |
| IL (1) | IL39613A (en) |
| NL (1) | NL7207930A (en) |
| SE (1) | SE383871B (en) |
| ZA (1) | ZA723967B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2516544A1 (en) * | 1975-04-14 | 1976-11-04 | Schering Ag | PROCESS FOR PRODUCING TRANS-DECALIN DERIVATIVES |
-
1971
- 1971-06-11 DE DE19712130052 patent/DE2130052A1/en active Pending
-
1972
- 1972-04-24 CH CH606072A patent/CH571469A5/xx not_active IP Right Cessation
- 1972-05-17 DD DD163040A patent/DD96230A5/xx unknown
- 1972-05-30 ES ES403328A patent/ES403328A1/en not_active Expired
- 1972-06-06 AU AU43130/72A patent/AU466357B2/en not_active Expired
- 1972-06-06 IL IL39613A patent/IL39613A/en unknown
- 1972-06-06 CS CS3908A patent/CS169829B2/cs unknown
- 1972-06-07 IE IE775/72A patent/IE36482B1/en unknown
- 1972-06-07 DK DK283672A patent/DK140253C/en active
- 1972-06-08 AT AT494472A patent/AT315162B/en not_active IP Right Cessation
- 1972-06-08 CA CA144,246A patent/CA966501A/en not_active Expired
- 1972-06-08 HU HUSCHE394*1A patent/HU164150B/hu unknown
- 1972-06-09 US US00261217A patent/US3839453A/en not_active Expired - Lifetime
- 1972-06-09 BE BE784662A patent/BE784662A/en unknown
- 1972-06-09 SE SE7207650A patent/SE383871B/en unknown
- 1972-06-09 ZA ZA723967A patent/ZA723967B/en unknown
- 1972-06-10 NL NL7207930A patent/NL7207930A/xx not_active Application Discontinuation
- 1972-06-12 FR FR7221043A patent/FR2140676B1/fr not_active Expired
- 1972-06-12 GB GB2725972A patent/GB1396561A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ZA723967B (en) | 1973-03-28 |
| DD96230A5 (en) | 1973-03-12 |
| DK140253C (en) | 1979-12-10 |
| SE383871B (en) | 1976-04-05 |
| HU164150B (en) | 1973-12-28 |
| ES403328A1 (en) | 1975-05-01 |
| AT315162B (en) | 1974-05-10 |
| CS169829B2 (en) | 1976-07-29 |
| IE36482L (en) | 1972-12-11 |
| AU4313072A (en) | 1973-12-13 |
| US3839453A (en) | 1974-10-01 |
| NL7207930A (en) | 1972-12-13 |
| CA966501A (en) | 1975-04-22 |
| IL39613A0 (en) | 1972-08-30 |
| CH571469A5 (en) | 1976-01-15 |
| FR2140676B1 (en) | 1977-12-23 |
| FR2140676A1 (en) | 1973-01-19 |
| DE2130052A1 (en) | 1973-01-04 |
| BE784662A (en) | 1972-12-11 |
| DK140253B (en) | 1979-07-16 |
| IE36482B1 (en) | 1976-11-10 |
| GB1396561A (en) | 1975-06-04 |
| AU466357B2 (en) | 1973-12-13 |
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